Located in the heart of Carlton, Oregon, this iconic 1915 Wine Country property offers a rare opportunity to own a turn-key inn with exceptional flexibility for residential or investment use. Spanning 3,994 square feet across three stories, the property currently operates as a well-established five-bedroom, six-bath bed and breakfast, known for its loyal repeat clientele and strong word-of-mouth reputation. Offered furnished and with the business in place, a new owner may continue inn operations immediately, or reimagine the property as a primary residence, VRBO, or short-term rental in one of Oregon's most desirable Wine Country towns. The interior reflects timeless craftsmanship, featuring original built-ins, warm wood details, and inviting gathering spaces that feel both elegant and exceptionally cozy. A standout feature is the lower-level speakeasy, inspired by the 1920s Prohibition era and designed with a nautical theme, creating a memorable and immersive experience for guests. While any on-site alcohol service would require appropriate licensing, the space itself offers rare character and storytelling. Modern updates support everyday comfort, including a brand-new furnace, while preserving historic charm. Spacious bedrooms and flexible layouts accommodate hospitality use, multi-generational living, or work-from-home needs. Outdoors, a beautifully maintained yard, garden, patio, and front porch provide ideal spaces for entertaining or quiet relaxation. Off-street parking accommodates up to three vehicles, with additional street parking available. Just steps from downtown Carlton, guests and residents enjoy endless walkable access to tasting rooms, restaurants, boutiques, and local events. Whether purchased as a turn-key bed and breakfast, a furnished investment property, or a charming single-family home, this offering delivers exceptional versatility, location, and long-term appeal.